Aminoalkyl-substituted flavonoids: synthesis, cholinesterase inhibition, β-amyloid aggregation, and neuroprotective study
Abstract In this manuscript, 17 aminoalkyl-substituted flavonoid derivatives were synthesized and their anticholinesterase, anti-beta-amyloid (Aβ) aggregation and neuroprotective activities were evaluated. The synthesized compounds were prepared through four-step reaction, started from the reaction between 2-hydroxyacetophenone and 4-methoxy benzaldehyde. Among the final compounds, 6j displayed the best anti-butyrylcholinesterase activity ($ IC_{50} $ = 0.335 μM). Moreover, compound 6i significantly protected PC12 neurons against $ H_{2} %$ O_{2} $-induced cell death. This compound could also inhibit acetylcholinesterase and self-induced Aβ peptide aggregation by 51.3% and 49.2%, respectively. The results indicated that compound 6i could be considered as a lead compound towards the discovery of disease-modifying drugs for Alzheimer’s disease (AD) therapy..
| Medienart: |
E-Artikel |
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| Erscheinungsjahr: |
2019 |
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| Erschienen: |
2019 |
| Enthalten in: |
Zur Gesamtaufnahme - volume:28 |
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| Enthalten in: |
Medicinal chemistry research - 28(2019), 7 vom: 23. Mai, Seite 974-983 |
| Sprache: |
Englisch |
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| Beteiligte Personen: |
Faraji, Laleh [VerfasserIn] |
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| Links: |
Volltext [lizenzpflichtig] |
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| Themen: |
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| Anmerkungen: |
© Springer Science+Business Media, LLC, part of Springer Nature 2019 |
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| doi: |
10.1007/s00044-019-02350-4 |
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SPR000418943 |
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| 520 | |a Abstract In this manuscript, 17 aminoalkyl-substituted flavonoid derivatives were synthesized and their anticholinesterase, anti-beta-amyloid (Aβ) aggregation and neuroprotective activities were evaluated. The synthesized compounds were prepared through four-step reaction, started from the reaction between 2-hydroxyacetophenone and 4-methoxy benzaldehyde. Among the final compounds, 6j displayed the best anti-butyrylcholinesterase activity ($ IC_{50} $ = 0.335 μM). Moreover, compound 6i significantly protected PC12 neurons against $ H_{2} %$ O_{2} $-induced cell death. This compound could also inhibit acetylcholinesterase and self-induced Aβ peptide aggregation by 51.3% and 49.2%, respectively. The results indicated that compound 6i could be considered as a lead compound towards the discovery of disease-modifying drugs for Alzheimer’s disease (AD) therapy. | ||
| 650 | 4 | |a Alzheimer’s disease |7 (dpeaa)DE-He213 | |
| 650 | 4 | |a Flavonoid |7 (dpeaa)DE-He213 | |
| 650 | 4 | |a Synthetic chemistry |7 (dpeaa)DE-He213 | |
| 700 | 1 | |a Nadri, Hamid |4 aut | |
| 700 | 1 | |a Moradi, Alireza |4 aut | |
| 700 | 1 | |a Bukhari, Syed Nasir Abbas |4 aut | |
| 700 | 1 | |a Pakseresht, Bahar |4 aut | |
| 700 | 1 | |a Moghadam, Farshad Homayouni |4 aut | |
| 700 | 1 | |a Moghimi, Setareh |4 aut | |
| 700 | 1 | |a Abdollahi, Mohammad |4 aut | |
| 700 | 1 | |a Khoobi, Mehdi |4 aut | |
| 700 | 1 | |a Foroumadi, Alireza |0 (orcid)0000-0003-2416-5611 |4 aut | |
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